118249-73-3Relevant academic research and scientific papers
Synthesis and evaluation of antimigratory and antiproliferative activities of lipid-linked [13]-macro-dilactones
Magpusao, Anniefer N.,Desmond, Richard T.,Billings, Katelyn J.,Fenteany, Gabriel,Peczuh, Mark W.
supporting information; scheme or table, p. 5472 - 5476 (2010/12/24)
The biological activities of a family of novel, lipid-linked 13-membered-ring macro-dilactones are reported. These [13]-macro-dilactones were synthesized by diacylation of functionalized diols, followed by ring-closing metathesis under conditions we had p
Directing Effect of Axial and Equatorial Anomeric Substituent in Site Specific Glycosylation of Glucopyranosides
Mereyala, Hari Babu,Bhavani,Rudradas
, p. 1057 - 1063 (2007/10/03)
Regio- and stereoselective glycosylation of α- and β-octyl glucopyranoside derivatives 2c and 2d, respectively, with glycosyl donor 3 to obtain the corresponding 3-O-linked 5c and 2-O-linked 4d saccharides, respectively, is described, formation of diglyco
Carbohydrate Hydrogen-Bonding Cooperativity - Intramolecular Hydrogen Bonds and Their Cooperative Effect on Intermolecular Processes - Binding to a Hydrogen-Bond Acceptor Molecule
Paz, Manuela Lopez de la,Ellis, Gary,Perez, Marta,Perkins, Julie,Jimenez-Barbero, Jesus,Vicent, Cristina
, p. 840 - 855 (2007/10/03)
The high hydroxy (PH) group content in carbohydrates makes the study of carbohydrate OH...XH and OH...X H-band energetics fundamental to understanding of carbohydrate recognition. There is, however, a relative lack of knowledge concerning the factors that allow a carbohydrate to participate in recognition events stabilised by intermolecular H-bonds. We therefore present here a systematic study on the factors that determine the formation of a well-defined intamolecular H-bonding network between carbohydrate hydroxy groups, and its cooperative or anti-cooperative influence on selected intermolecular processes mediated by H bonds. With this in mind, we first determined the H-bonding networks of a series of carbohydrate derivatives - monoalcohols, 1,2- and 1,3-diols and amidoalcohols - by 1H NMR and FT-IR spectroscopy. The hydroxy groups of these compounds showed different abilities to form intramolecular H bonds, depending on their relative positions and configurations on the pyranose ring, and on the nature of the adjacent functional groups. It has also been shown that both the directionality and strength of the intramolecular H-bonding network of a carbohydrate govern the formation of cooperative or anti-cooperative H-bond centres, with consequent repercussions on the thermodynamics of the intermolecular H-bonding interactions of the carbohydrate question. From this study, some general rules for the prediction of the intramolecular H-bonding network characteristics of a given carbohydrate and its influence on the energetics of intended intermolecular recognition processes have been inferred. The results presented here give a new perspective over understanding of the role of the H-bonding interactions in carbohydrate recognition and have fundamental implications for the rational design of glycoconjugates incorporating H-bonding motifs with geometrical and eletronic complementarity to given receptor molecules.
Stereospecific synthesis of β-D-allopyranosides by dihydroxylation of β-D-erythro-2,3-dideoxyhex-2-enopyranosides
Murphy, Paul V,O'Brien, Julie L,Smith III, Amos B
, p. 327 - 335 (2007/10/03)
The synthesis of 4,6-O-benzylidene-β-D-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give β-D-allopyranosides in moderate to excellent yield.
Recognition of synthesis deoxy and deoxyfluoro analogs of the acceptor α-L-Fucp-(1 → 2)-B-D-Galp-OR by the blood-group A and B gene-specified glycosyltransferases
Lowary,Hindsgaul
, p. 163 - 195 (2007/10/02)
The disaccharide α-L-Fuc p-(1→2)-B-D-Gal p-O-(CH2 )7CH3(6), is an acceptor for both glycosyl-transferases responsible for the biosynthesis of the A and B blood-group antigens. These enzymes transfer GalNAc and Gal, respect
Recognition of oligosaccharide substrates by N-acetyl-glucosaminyltransferase-V.
Srivastava,Hindsgaul,Shoreibah,Pierce
, p. 137 - 161 (2007/10/02)
Six analogs of the trisaccharide 8-methoxycarbonyloctyl 6-O-[2-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-alpha-D-mannopyrano syl] -beta-D-mannopyranoside (3), a previously reported acceptor for N-acetylglucosaminyltransferase-V (GnT-V) have been chemi
